Dye.



Umrnn srarns PATENT OFFICE.

MAX WEILER, OF ELBERFELD, GERMANY, ASSIGNOR TO FARBENFABRIKEN VORlVL FRIEDR. BAYER & 00., OF ELBERFELD, GERMANY, A CORPORATION OF GERMANY.

DYE.

No Drawing.

Specification of Letters Patent.

Application filed September 7, 1910.

To aZZ whom it may concern Be it known that I, MAX WEILER, doctor of philosophy chemist, citizen of the German Empire, residing at Elberfeld, Germany, have invented new and useful Improvements in New Dye, of which the following is a specification.

My invention relates to the manufacture and production of new dyestuffs of the aurin series, which are obtained by condensing in the presence of oxidizing agents methylene oxycarboxylic acids, especially 1nethylene-di-salicylic acid and methylenediortho-cresotinic acid with pyrazolones containing probably in their molecule the following group:

0 R meaning the phenylor naphthyl radical,

fuming sulfuric acid may be used. Methylene-di-ortho-cresotinic acid may be replaced by methylene-di-salicylic or methylene-di- 2. l-dioxybenzoic acid, etc., or by mixed methylene-di-hydroxy acids. Instead of 3-methyl- 1-phenyl-5-pyrazolone mentioned in the exand R the methylor carboxyl group; the hydrogenes of the two carboxylic-benzene nuclei may be further substituted by the methyland hydroxyl group.

The new dyes are dark powders soluble in dilute caustic soda lye generally with a red color, dyeing wool from acid baths generally from red to violet to brown shades, which can be chromed on the fiber.

In order to illustrate the new process more fully the following example is given, the parts being by weight :21.1 parts of methylene-di-ortho-cresotinic acid and 12.8 parts of 3-methyl-l-phenyl-5-pyrazolone are mixed with 320 parts of strong sulfuric acid and the necessary quantity of nitrosyl sulfuric acid and then stirred at from 20- 45" C. until the quantity of the dyestuff produced is not further increased and the evolution of nitrogen oxids ceases. The product of the reaction is poured on ice and the dyestuff is filtered off. It is a yellowish-brown powder soluble in hot water with an orange color, in dilute caustic soda lye with an orange-red color, capable of dyeing wool in orange shades which on chroming turn into an intense brownish-orange and is probably obtained according to the following formula:

ample other pyrazolones may be employed, 6. g. 3-methyl-5-pyrazolone, 3-methyl-1- para-sulfophenyl-5-pyrazolone, 3-methyl- 5- pyrazolone-l-beta napht-hyl 4.8 disulfonlc acid, 3 carboxy 1 phenyl-5-pyrazolone, 3- carboxy 5 pyrazolone 1 phenyl para-sulfonic acid, etc.

The dyeing can be done in the usual ways.

001 is either dyed and treated with bichroinates after dyeing, or wool mordanted with chromium compounds is dyed, 0r uninordanted wool is dyed and niordanted in one operation from a bath containing both dyestutt and chrome niordant.

I claim 1. The herein described new dyestuffs, being condensation products of methylene-dioxycarboxylic acids and pyrazolones containing probably in their molecule the following characteristic group:

OH O R COOH (X91 pyrazolone in which R means an aryl radical which dyestuffs are dark powders soluble in dilute caustic soda lye generally with a red color, dyeing wool from acid baths generally from red to violet to brown shades, which can be chromed after dyeing, substantially as described.

2. The herein described new dyestuff having probably the following formula:

on 0H3 my hand in the presence of two subscribing witnesses.

MAX WEILER. [n s] Witnesses CHAS. J. WRIGHT,

lVALTER VONNEGUT.

Copies of this patent may be obtained for five cents each, by addressing the Commissioner of latents, Washington, D. C. 

